data_QUH
# 
_chem_comp.id                                    QUH 
_chem_comp.name                                  
"[[(2~{R},3~{S},5~{R})-5-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{R},4~{S},5~{S},6~{R})-6-methyl-3,5-bis(oxidanyl)-4-[[(3~{R})-3-oxidanylbutanoyl]amino]oxan-2-yl] hydrogen phosphate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H33 N3 O16 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-07-18 
_chem_comp.pdbx_modified_date                    2016-07-22 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        633.434 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QUH 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5KTD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
QUH O1  O1L O 0 1 N N N -9.320  16.487 3.365  4.346  2.292  1.309  O1  QUH 1  
QUH C1  C1L C 0 1 N N N -9.648  16.460 4.560  5.295  2.625  0.632  C1  QUH 2  
QUH C2  C2L C 0 1 N N N -10.754 17.268 5.157  6.109  3.834  1.017  C2  QUH 3  
QUH C3  C3L C 0 1 N N R -11.118 18.448 4.299  5.531  4.453  2.292  C3  QUH 4  
QUH O2  O3L O 0 1 N N N -10.317 19.589 4.640  4.218  4.951  2.026  O2  QUH 5  
QUH C4  C4L C 0 1 N N N -12.541 18.903 4.493  6.428  5.602  2.753  C4  QUH 6  
QUH N1  N3Q N 0 1 N N N -9.022  15.635 5.480  5.625  1.912  -0.463 N1  QUH 7  
QUH C5  C3Q C 0 1 N N S -8.087  14.582 5.077  4.838  0.734  -0.835 C5  QUH 8  
QUH C6  C4Q C 0 1 N N S -6.906  14.518 6.048  4.982  0.475  -2.338 C6  QUH 9  
QUH O3  O4Q O 0 1 N N N -6.269  15.816 6.069  4.441  1.578  -3.067 O3  QUH 10 
QUH C7  C5Q C 0 1 N N R -5.954  13.442 5.540  4.220  -0.802 -2.703 C7  QUH 11 
QUH C8  C6Q C 0 1 N N N -4.694  13.299 6.388  4.409  -1.101 -4.191 C8  QUH 12 
QUH O4  O5Q O 0 1 N N N -6.632  12.168 5.496  4.724  -1.893 -1.929 O4  QUH 13 
QUH C9  C2Q C 0 1 N N R -8.746  13.233 5.162  5.349  -0.488 -0.065 C9  QUH 14 
QUH O5  O2Q O 0 1 N N N -9.948  13.161 4.423  5.154  -0.286 1.336  O5  QUH 15 
QUH C10 C1Q C 0 1 N N R -7.827  12.146 4.716  4.573  -1.727 -0.518 C10 QUH 16 
QUH O6  O3B O 0 1 N N N -7.569  12.319 3.333  3.188  -1.565 -0.203 O6  QUH 17 
QUH P1  PB  P 0 1 N N N -6.951  11.154 2.518  2.215  -2.801 0.136  P1  QUH 18 
QUH O7  O2B O 0 1 N N N -5.428  11.016 2.675  2.697  -3.505 1.501  O7  QUH 19 
QUH O8  O1B O 0 1 N N N -7.442  11.416 1.060  2.263  -3.784 -0.970 O8  QUH 20 
QUH O9  O3A O 0 1 N N N -7.690  9.739  2.714  0.707  -2.265 0.311  O9  QUH 21 
QUH P2  PA  P 0 1 N N N -7.546  8.667  3.904  -0.737 -2.977 0.347  P2  QUH 22 
QUH O10 O2A O 0 1 N N N -8.820  8.340  4.517  -0.672 -4.180 1.207  O10 QUH 23 
QUH O11 O1A O 0 1 N N N -6.518  9.107  4.939  -1.160 -3.407 -1.146 O11 QUH 24 
QUH O12 O5* O 0 1 N N N -7.091  7.377  3.125  -1.827 -1.951 0.940  O12 QUH 25 
QUH C11 C5* C 0 1 N N N -7.200  6.054  3.614  -3.184 -2.319 1.195  C11 QUH 26 
QUH C12 C4* C 0 1 N N R -6.077  5.287  2.936  -3.943 -1.113 1.752  C12 QUH 27 
QUH C13 C3* C 0 1 N N S -4.725  6.014  3.035  -5.378 -1.519 2.153  C13 QUH 28 
QUH O13 O3* O 0 1 N N N -3.672  5.030  3.144  -5.456 -1.760 3.559  O13 QUH 29 
QUH C14 C2* C 0 1 N N N -4.512  6.679  1.681  -6.238 -0.296 1.765  C14 QUH 30 
QUH C15 C1* C 0 1 N N R -5.226  5.708  0.765  -5.220 0.706  1.175  C15 QUH 31 
QUH O14 O4* O 0 1 N N N -6.321  5.117  1.534  -4.116 -0.111 0.726  O14 QUH 32 
QUH N2  N1  N 0 1 N N N -5.829  6.262  -0.437 -5.811 1.429  0.046  N2  QUH 33 
QUH C16 C6  C 0 1 N N N -6.859  7.155  -0.327 -5.954 2.788  0.112  C16 QUH 34 
QUH C17 C5  C 0 1 N N N -7.504  7.650  -1.479 -6.498 3.454  -0.928 C17 QUH 35 
QUH C18 C5M C 0 1 N N N -8.660  8.625  -1.421 -6.663 4.951  -0.874 C18 QUH 36 
QUH C19 C4  C 0 1 N N N -6.984  7.197  -2.736 -6.912 2.728  -2.071 C19 QUH 37 
QUH O15 O4  O 0 1 N N N -7.507  7.598  -3.840 -7.405 3.307  -3.022 O15 QUH 38 
QUH N3  N3  N 0 1 N N N -5.977  6.327  -2.814 -6.754 1.389  -2.097 N3  QUH 39 
QUH C20 C2  C 0 1 N N N -5.419  5.862  -1.699 -6.203 0.751  -1.047 C20 QUH 40 
QUH O16 O2  O 0 1 N N N -4.440  5.000  -1.876 -6.067 -0.457 -1.085 O16 QUH 41 
QUH H1  H1  H 0 1 N N N -10.434 17.632 6.144  7.142  3.534  1.195  H1  QUH 42 
QUH H2  H2  H 0 1 N N N -11.640 16.626 5.272  6.077  4.566  0.211  H2  QUH 43 
QUH H3  H3  H 0 1 N N N -10.967 18.184 3.242  5.480  3.695  3.073  H3  QUH 44 
QUH H4  H4  H 0 1 N N N -9.397  19.372 4.540  3.789  5.358  2.791  H4  QUH 45 
QUH H5  H5  H 0 1 N N N -13.227 18.078 4.250  7.430  5.222  2.956  H5  QUH 46 
QUH H6  H6  H 0 1 N N N -12.689 19.207 5.540  6.479  6.360  1.971  H6  QUH 47 
QUH H7  H7  H 0 1 N N N -12.746 19.757 3.831  6.016  6.043  3.661  H7  QUH 48 
QUH H8  H8  H 0 1 N N N -9.215  15.763 6.453  6.384  2.178  -1.005 H8  QUH 49 
QUH H9  H9  H 0 1 N N N -7.719  14.759 4.056  3.789  0.905  -0.592 H9  QUH 50 
QUH H10 H10 H 0 1 N N N -7.269  14.247 7.050  6.036  0.355  -2.587 H10 QUH 51 
QUH H11 H11 H 0 1 N N N -5.531  15.798 6.667  4.499  1.481  -4.027 H11 QUH 52 
QUH H12 H12 H 0 1 N N N -5.646  13.717 4.521  3.159  -0.666 -2.491 H12 QUH 53 
QUH H13 H13 H 0 1 N N N -4.168  14.264 6.429  5.469  -1.238 -4.402 H13 QUH 54 
QUH H14 H14 H 0 1 N N N -4.971  12.988 7.406  3.866  -2.010 -4.451 H14 QUH 55 
QUH H15 H15 H 0 1 N N N -4.035  12.541 5.940  4.025  -0.269 -4.780 H15 QUH 56 
QUH H16 H16 H 0 1 N N N -8.979  13.051 6.221  6.410  -0.628 -0.269 H16 QUH 57 
QUH H17 H17 H 0 1 N N N -10.535 13.852 4.705  5.455  -1.022 1.885  H17 QUH 58 
QUH H18 H18 H 0 1 N N N -8.336  11.183 4.869  4.961  -2.607 -0.005 H18 QUH 59 
QUH H19 H19 H 0 1 N N N -5.011  11.116 1.827  2.690  -2.919 2.270  H19 QUH 60 
QUH H20 H20 H 0 1 N N N -6.910  9.084  5.804  -1.222 -2.667 -1.765 H20 QUH 61 
QUH H21 H21 H 0 1 N N N -8.177  5.623  3.348  -3.652 -2.647 0.267  H21 QUH 62 
QUH H22 H22 H 0 1 N N N -7.076  6.035  4.707  -3.209 -3.131 1.922  H22 QUH 63 
QUH H23 H23 H 0 1 N N N -5.980  4.304  3.420  -3.414 -0.694 2.608  H23 QUH 64 
QUH H24 H24 H 0 1 N N N -4.718  6.746  3.856  -5.694 -2.402 1.597  H24 QUH 65 
QUH H25 H25 H 0 1 N N N -3.748  4.575  3.974  -6.336 -2.019 3.866  H25 QUH 66 
QUH H26 H26 H 0 1 N N N -3.443  6.756  1.433  -6.979 -0.572 1.015  H26 QUH 67 
QUH H27 H27 H 0 1 N N N -4.970  7.679  1.646  -6.723 0.125  2.645  H27 QUH 68 
QUH H28 H28 H 0 1 N N N -4.518  4.915  0.481  -4.887 1.405  1.942  H28 QUH 69 
QUH H29 H29 H 0 1 N N N -7.181  7.484  0.650  -5.633 3.325  0.992  H29 QUH 70 
QUH H30 H30 H 0 1 N N N -8.904  8.843  -0.371 -5.769 5.430  -1.275 H30 QUH 71 
QUH H31 H31 H 0 1 N N N -8.379  9.557  -1.933 -7.529 5.243  -1.469 H31 QUH 72 
QUH H32 H32 H 0 1 N N N -9.537  8.184  -1.917 -6.810 5.264  0.160  H32 QUH 73 
QUH H33 H33 H 0 1 N N N -5.642  6.025  -3.707 -7.035 0.885  -2.876 H33 QUH 74 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
QUH O15 C19 DOUB N N 1  
QUH N3  C19 SING N N 2  
QUH N3  C20 SING N N 3  
QUH C19 C17 SING N N 4  
QUH O16 C20 DOUB N N 5  
QUH C20 N2  SING N N 6  
QUH C17 C18 SING N N 7  
QUH C17 C16 DOUB N N 8  
QUH N2  C16 SING N N 9  
QUH N2  C15 SING N N 10 
QUH C15 O14 SING N N 11 
QUH C15 C14 SING N N 12 
QUH O8  P1  DOUB N N 13 
QUH O14 C12 SING N N 14 
QUH C14 C13 SING N N 15 
QUH P1  O7  SING N N 16 
QUH P1  O9  SING N N 17 
QUH P1  O6  SING N N 18 
QUH O9  P2  SING N N 19 
QUH C12 C13 SING N N 20 
QUH C12 C11 SING N N 21 
QUH C13 O13 SING N N 22 
QUH O12 C11 SING N N 23 
QUH O12 P2  SING N N 24 
QUH O6  C10 SING N N 25 
QUH O1  C1  DOUB N N 26 
QUH P2  O10 DOUB N N 27 
QUH P2  O11 SING N N 28 
QUH C3  C4  SING N N 29 
QUH C3  O2  SING N N 30 
QUH C3  C2  SING N N 31 
QUH O5  C9  SING N N 32 
QUH C1  C2  SING N N 33 
QUH C1  N1  SING N N 34 
QUH C10 C9  SING N N 35 
QUH C10 O4  SING N N 36 
QUH C5  C9  SING N N 37 
QUH C5  N1  SING N N 38 
QUH C5  C6  SING N N 39 
QUH O4  C7  SING N N 40 
QUH C7  C6  SING N N 41 
QUH C7  C8  SING N N 42 
QUH C6  O3  SING N N 43 
QUH C2  H1  SING N N 44 
QUH C2  H2  SING N N 45 
QUH C3  H3  SING N N 46 
QUH O2  H4  SING N N 47 
QUH C4  H5  SING N N 48 
QUH C4  H6  SING N N 49 
QUH C4  H7  SING N N 50 
QUH N1  H8  SING N N 51 
QUH C5  H9  SING N N 52 
QUH C6  H10 SING N N 53 
QUH O3  H11 SING N N 54 
QUH C7  H12 SING N N 55 
QUH C8  H13 SING N N 56 
QUH C8  H14 SING N N 57 
QUH C8  H15 SING N N 58 
QUH C9  H16 SING N N 59 
QUH O5  H17 SING N N 60 
QUH C10 H18 SING N N 61 
QUH O7  H19 SING N N 62 
QUH O11 H20 SING N N 63 
QUH C11 H21 SING N N 64 
QUH C11 H22 SING N N 65 
QUH C12 H23 SING N N 66 
QUH C13 H24 SING N N 67 
QUH O13 H25 SING N N 68 
QUH C14 H26 SING N N 69 
QUH C14 H27 SING N N 70 
QUH C15 H28 SING N N 71 
QUH C16 H29 SING N N 72 
QUH C18 H30 SING N N 73 
QUH C18 H31 SING N N 74 
QUH C18 H32 SING N N 75 
QUH N3  H33 SING N N 76 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
QUH InChI            InChI                1.03  
;InChI=1S/C20H33N3O16P2/c1-8-6-23(20(30)22-18(8)29)14-5-11(25)12(37-14)7-35-40(31,32)39-41(33,34)38-19-17(28)15(16(27)10(3)36-19)21-13(26)4-9(2)24/h6,9-12,14-17,19,24-25,27-28H,4-5,7H2,1-3H3,(H,21,26)(H,31,32)(H,33,34)(H,22,29,30)/t9-,10-,11+,12-,14-,15+,16-,17-,19-/m1/s1
;
QUH InChIKey         InChI                1.03  SFDGKYQEVYNQBU-VTFQMSFESA-N 
QUH SMILES_CANONICAL CACTVS               3.385 "C[C@@H](O)CC(=O)N[C@H]1[C@H](O)[C@@H](C)O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)N3C=C(C)C(=O)NC3=O)[C@@H]1O" 
QUH SMILES           CACTVS               3.385 "C[CH](O)CC(=O)N[CH]1[CH](O)[CH](C)O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH](C[CH]2O)N3C=C(C)C(=O)NC3=O)[CH]1O" 
QUH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H](C[C@@H](O2)N3C=C(C(=O)NC3=O)C)O)O)NC(=O)C[C@@H](C)O)O" 
QUH SMILES           "OpenEye OEToolkits" 2.0.5 "CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(CC(O2)N3C=C(C(=O)NC3=O)C)O)O)NC(=O)CC(C)O)O" 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
QUH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 
"[[(2~{R},3~{S},5~{R})-5-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{R},4~{S},5~{S},6~{R})-6-methyl-3,5-bis(oxidanyl)-4-[[(3~{R})-3-oxidanylbutanoyl]amino]oxan-2-yl] hydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
QUH "Create component" 2016-07-18 RCSB 
QUH "Initial release"  2016-07-27 RCSB 
# 
